Total synthesis of the proposed azaspiracid-1 structure, Part 2: Coupling of the C1-C20, C21-C27, and C28-C40 fragments and completion of the synthesis

Angewandte Chemie - International Edition

Volumn 42, Issue 31, 2003, Pages 3649-3653

  Nicolaou, K C ^a,b   Chen, David Y K ^a,b   Li, Yiwei ^a,b   Qian, Wenyuan ^a,b   Ling, Taotao ^a,b   Vyskocil, Stepan ^a,b   Koftis, Theocharis V ^a,b   Govindasamy, Mugesh ^a,b   Uesaka, Noriaki ^a,b  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Asymmetric synthesis; Azaspiracid 1; Natural products; Neurotoxins; Structural revision; Total synthesis

Indexed keywords

STRUCTURE (COMPOSITION); SYNTHESIS (CHEMICAL);

NEUROTOXINS;

CARBON;

AZASPIRACID; AZASPIRACID 1; NATURAL PRODUCT; NEUROTOXIN; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CARBOHYDRATE CONFORMATION; MARINE TOXINS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 0042035641     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351826     Document Type: Article

References (19)

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19. Note added in proof: Based on available information, we propose that the true azaspiracid-1 structure differs from that of FGHI-epi-1 by the position of the double bond in ring A (7,8 instead of 8,9). Ongoing studies aim to confirm this conjecture.